Holiday rentals in Osborn

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Top-rated holiday rentals in Osborn

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy loft area features a queen bed surrounded by warm wooden beams. Decorative fairy lights create a soft glow. Colorful patterned cushions rest on a plush rug, with a small table and lamp complementing the tranquil ambiance. Ample wooden floor space allows for movement.
Cabin in St. Joseph
4.93 out of 5 average rating, 212 reviews

Riverfront Boho Penthouse-Loft•Jacuzzi•Balcony

The perfect place to unwind! Master room boasts a super comfy king bed, a stylish built-in wall dresser, cozy fireplace, as well as a riverfront balcony. The Loft is great for lovers of Boho style, queen bed w/ ample space to stretch out for yoga as well as a private crow’s nest balcony! 3rd bed(twin) can be found in a repurposed library room. Take a dip in the jetted jacuzzi tub w/ a sunset view! A full kitchen awaits your cooking needs! Large private dressing/makeup room is a favorite!

Top guest favourite
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 384 reviews

Hippie Hills-FIFA World Cup 2026 near Kansas City

FIFA World Cup Visitors: We speak Dutch, German & Swiss German. LGBTQ friendly. Like a storybook, but with Wi-Fi, a hot tub, and a hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston is 5 minutes away with shops, wineries, and charm. After exploring, unwind in hot tub under the stars.

Guest favourite
Bungalow in Kansas City
4.96 out of 5 average rating, 436 reviews

World Cup 2026 | Sauna | Plunge Pool | Tiki Lounge

A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Top guest favourite
A rustic cabin with a wooden exterior is surrounded by lush greenery. Large windows allow natural light to brighten the interior. A spacious deck is visible in front, with outdoor seating and a grill, offering a welcoming space for relaxation near the lake.
Farm stay in Excelsior Springs
4.96 out of 5 average rating, 318 reviews

San Vincente Lake Cabin at SundanceKC

Our beautiful light filled cabin with wood-burning fireplace is perched above our spring-fed 15 acre private lake next to the common outdoor lounge area and sand beach. We have 200 acres of gorgeous property with limestone boulders and hiking trails throughout. The lake is great for swimming, kayaking, stand-up paddle boarding and offers excellent fishing. We are five minutes from downtown Excelsior Springs, Excelsior Springs golf course and 3EX municipal airport. Relax, rejuvenate and play.

Top guest favourite
An aerial view captures a spacious farmhouse-style home surrounded by expansive green fields and a serene pond. A brightly colored pool and patio area are visible in the foreground, while well-maintained landscaping frames the property, illustrating a peaceful and open setting.
Home in Liberty
4.99 out of 5 average rating, 102 reviews

Country Paradise •9 acres•Pool•Rec Center

Welcome to your very own private resort! As you approach the property, you'll be greeted by a beautiful farmhouse-style home that sits on 9 acres, with a 55ft wrap around deck offering sweeping views of the expansive grounds. Pool table, Ping Pong, Shuffleboard, Foosball, Air hockey, Nintendo & Switch. This property is a true gem for those seeking both space & serenity. 17miles-airport, 20miles Downtown KC/ P&L District, 22miles-Chiefs /Royals Stadium, minutes to Smithville Lake.

Top guest favourite
The kitchen and dining area feature modern stainless steel appliances and a table for four. A patterned rug adds texture to the space, which is illuminated by natural light from a nearby window. The minimalist design emphasizes functionality and comfort.
Guest house in Hamilton
4.97 out of 5 average rating, 279 reviews

Spacious 1 BR Carriage House - 2 min walk to MSQC

The Carriage House apartment is located behind the historic home we've restored in Hamilton. The property is nestled one block between popular Main Street shopping (featuring the Missouri Star Quilt Co. shops) and the Missouri Quilt Museum. Everything is within easy walking distance from this beautiful, newly built apartment. Plus, you'll enjoy plenty of space, a full kitchen, free wi-fi and free laundry on site. We can't wait to welcome you to your home away from home!

Top guest favourite
Farm stay in Maysville
4.97 out of 5 average rating, 158 reviews

No cleaning fee farm house 10 minutes to I-35

1 Hour N. of Kansas City E. of St. Joseph 27 mi to Hamilton Charming retro farm home One mile on gravel off Hwy 6 I do my best to keep house clean, but sometimes there is dust, seasonal bugs beyond my control, as this is a farm. Come enjoy the simple life in this simple retro farm home. MAXIMUM OF 4 guest-including kids, this is a small home. If you’re looking to see stars & enjoy sounds of nature you’ll like this home with the view of sky.

Top guest favourite
A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.
Cabin in Tonganoxie
4.96 out of 5 average rating, 868 reviews

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Top guest favourite
A cozy open living and dining area is depicted, featuring a dining table with wooden chairs. A comfortable sofa and an armchair provide seating options, with wall art accentuating the space. Natural light enters through the nearby window, creating a bright atmosphere.
Home in Chillicothe
4.98 out of 5 average rating, 170 reviews

Cute and convenient 2 bed 2 bath

Newly remodeled interior (we are still working on the outside!!) two blocks from Walmart and two blocks from Washington Street. Good parking on and off street. Wonderful open floor plan to host a family or just a comfortable place to stay. We are going to be as pet friendly as we can but please let us know if you are bringing pets (type, sizes and number) before booking. We have carpet in the front room and bedrooms. THANKS!

Top guest favourite
A modern kitchen space is equipped with wooden cabinets and stainless steel appliances. The countertops feature a marble finish, complemented by warm wood flooring. A large window allows natural light to brighten the area, enhancing the spacious layout. Trash and sink facilities are visible.
Flat in Stewartsville
4.99 out of 5 average rating, 179 reviews

Stewartsville's Downtown Airbnb

Completely furnished one bedroom apartment! Just a short hour drive North of Kansas City and 20 miles East of Saint Joseph! Located in the quant small town of Stewartsville. Two wineries and a working dairy (Shatto Milk Co.) close by. The bedroom hosts a spacious king size bed, and the living room has a pull-out queen sleeper sofa. Amenities include washer, dryer, Fast Wi-Fi and a 65" flat screen television.

Guest favourite
A single-story home features a classic design with arched windows and a welcoming porch. A well-maintained lawn surrounds the property, complemented by a landscaped garden. The entry is accessed via a set of steps, leading to a porch that invites relaxation.
Home in St. Joseph
4.98 out of 5 average rating, 211 reviews

Welcome to Casa de Campo!

Welcome to Casa de Campo, your stylish home away from home in St. Joseph. Conveniently located off the Parkway near Highway 36, this thoughtfully designed retreat offers comfort and convenience just 5 minutes from Missouri Western State University and Mosaic Life Care. Perfect for traveling professionals, campus visits, or a relaxing getaway, with easy access to shopping, dining, and local attractions.

Guest favourite
The charming exterior of the tiny home is showcased, featuring a white wooden façade and a sloped roof. A small porch steps lead to the front door, with a single white rocking chair positioned nearby. Lush green grass surrounds the home, providing an inviting outdoor space.
Tiny home in Kingston
4.94 out of 5 average rating, 154 reviews

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.

Popular amenities for Osborn holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. DeKalb County
  5. Osborn